A stone building with a green roof and a covered patio area with outdoor seating.

Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Hillsboro vacation rentals

A deck with outdoor seating and a lake view.

1. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
10.0 out of 10, Exceptional, (11 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
United States
Liz P.
The price is AED 386
AED 1,202 total
includes taxes & fees
22 Oct - 23 Oct
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

2. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (86 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is AED 169
AED 411 total
includes taxes & fees
8 Oct - 9 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
A spacious room with a large dining table, white chairs, and a ceiling fan.

3. ~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (106 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
The price is AED 621
AED 1,329 total
includes taxes & fees
5 Oct - 6 Oct
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A hot tub outside a building with a view of autumn trees.

4. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is AED 599
AED 1,576 total
includes taxes & fees
4 Oct - 5 Oct
Woodsy Retreat with a Hot Tub and Seasonal Views!
A room with a large window overlooking a forested area.

5. Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
The price is AED 874
AED 2,160 total
includes taxes & fees
18 Oct - 19 Oct
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A spacious kitchen with a central island, a dining area with a staircase, and a view of the living room.

6. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (26 reviews)
"Fun place to stay!!!"
United States
Theresa R.
The price is AED 826
AED 1,453 total
includes taxes & fees
4 Oct - 5 Oct
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A wooden cabin bedroom with a bed, two bedside tables, a dresser, and two windows.

7. Cozy w/Fire Pit, Grill, Screened Porch & WiFi

Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Harpers Ferry
9.8 out of 10, Exceptional, (7 reviews)
"The host was very communicative and the place was very clean. "
United States
Christopher M.
The price is AED 681
AED 1,275 total
includes taxes & fees
6 Oct - 7 Oct
Cozy w/Fire Pit, Grill, Screened Porch & WiFi
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

8. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is AED 529
AED 1,174 total
includes taxes & fees
7 Oct - 8 Oct
Leesburg Hideaway- King Bed + Private Backyard
A bar area with wooden beams, hanging light fixtures, and a bar counter with stools.

9. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.8 out of 10, Exceptional, (11 reviews)
"The property was great! Very clean and walkable to town. We had a wonderful time and Joe was great to work with! We would absolutely love to stay here again!"
United States
melissa b.
The price is AED 1,741
AED 2,904 total
includes taxes & fees
7 Oct - 8 Oct
Main Street USA -- Walk to Everything
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

10. Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (78 reviews)
"Great place and a great time."
United States
Katrina C.
The price is AED 378
AED 1,359 total
includes taxes & fees
7 Oct - 8 Oct
Blue Ridge Getaway - Sunset Views, A.T. Access
A hot tub surrounded by wooden deck furniture, a fire pit, and a wooden fence.

11. Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub

Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (71 reviews)
"The host was extremely responsive and helpful to any questions or concerns throughout the stay."
United States
Annie D.
The price is AED 1,706
AED 2,870 total
includes taxes & fees
11 Oct - 12 Oct
Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub
A large, multi-story lodge with a prominent balcony, situated by a lake with a stone pathway leading to the entrance.

12. LUX Lakefront King Suites w/Dock, HotTub, Kayaks

LUX Lakefront King Suites w/Dock, HotTub, Kayaks
Shannondale
10.0 out of 10, Exceptional, (4 reviews)
"Amazing house and host! This is the perfect layout as each bedroom has a large bed and it's own bathroom. Beautiful views if the lake and mountain. "
United Kingdom
Tom V.
The price is AED 5,510
AED 6,339 total
includes taxes & fees
6 Oct - 7 Oct
LUX Lakefront King Suites w/Dock, HotTub, Kayaks
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

13. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"really nice place"
United States
David R.
The price is AED 424
AED 730 total
includes taxes & fees
6 Oct - 7 Oct
Beautiful, Historic, Hiking, Biking and C&O Canal
A lakeside cabin with a dock, outdoor seating, and a covered area.

14. Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft

Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Harpers Ferry
10.0 out of 10, Exceptional, (8 reviews)
"Holly and David were amazing hosts. Their home is warm and inviting, and the special touches of cookies and libations and pizza doughs were over the top!"
United Kingdom
Laura V.
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
A cozy dining area with a table and chairs, a view of a balcony with a railing, and a warm interior with wooden walls.

15. Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Shannondale
10.0 out of 10, Exceptional, (4 reviews)
"My family and ai had an amazing stay at Deb and Alex’s rental in WV! It was easy to check-in, very clean, and had convenient amenities! Would definitely consider staying with them again!"
United States
Anonymous traveler
The price is AED 990
AED 1,936 total
includes taxes & fees
7 Oct - 8 Oct
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
A wooden deck with a table and chairs, a barbecue grill, and a red umbrella.

16. 3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (68 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is AED 734
AED 1,338 total
includes taxes & fees
7 Oct - 8 Oct
3BR cabin w/ hot tub & game room
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

17. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
Renovated 3B/3B Home | Downtown | Private Fire Pit
A covered deck with a table and chairs, overlooking a river and autumn foliage.

18. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is AED 529
AED 1,829 total
includes taxes & fees
7 Oct - 8 Oct
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

19. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (3 reviews)
"Fun, creative place to stay. Worked well for our family of four for the weekend."
United States
Kathy S.
The price is AED 902
AED 1,515 total
includes taxes & fees
5 Oct - 6 Oct
Perfect 2-bedroom Treetop Bungalow Treehouse
A cozy living room with a fireplace, large windows, and a view of the outdoors.

20. Modern Cabin with Sweeping Valley Views!

Modern Cabin with Sweeping Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (12 reviews)
"The views!!!! The house was absolutely perfect! We can’t wait to come back!"
United States
Anonymous traveler
The price is AED 632
AED 1,900 total
includes taxes & fees
6 Oct - 7 Oct
Modern Cabin with Sweeping Valley Views!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsboro Hotel Reviews

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

8/10 Good
"yes"
Roy 1-night trip
Posted 5 hours ago
The Inn at Charles Town - Hollywood Casino

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, there are vacation rentals near popular points of interest in Hillsboro, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Hillsboro?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: Visitors like this Hillsboro vacation home rental. It is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Hillsboro?

Explore the area and family-friendly sights such as Great Country Farms, or get out into nature at a spot like Shenandoah Lake Beach. In the larger area, you’ll find Doukenie Winery and Breaux Vineyards.

What are vacation rentals like in Hillsboro?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Hillsboro. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.